Azido-PEG6-acetic acid

 CAS No.: 880129-82-8  Cat No.: BP-501067  Purity: >95% 4.5  

Azido-PEG6-acetic acid is a heterobifunctional polyethylene glycol (PEG) linker bearing a terminal azide group and an acetic acid functionality. The PEG chain length provides a flexible, hydrophilic spacer that reduces steric interference and can improve the accessibility of reactive partners in PROTAC synthesis. In targeted protein degradation workflows, the azide handle enables efficient bioorthogonal conjugation, most commonly via copper-free click chemistry with complementary alkynes, allowing researchers to attach the linker to either the targeting ligand (e.g., E3 ligase binder) or the warhead moiety. The carboxylic acid can further support amide coupling to introduce the linker into larger molecular architectures. This reagent is valuable for constructing modular PROTACs and related conjugates where controlled linker geometry and solubility are critical for achieving productive ternary complex formation and tunable degradation potency in experimental assays.

Azido-PEG6-acetic acid

Structure of 880129-82-8

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Category
PROTAC Linker
Molecular Formula
C14H27N3O8
Molecular Weight
365.38
Appearance
Transparent Liquid

* For research and manufacturing use only. Not for human or clinical use.

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Purity
>95%
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
Azido-PEG6-CH2COOH; N3-PEG6-CH2COOH; 20-azido-3,6,9,12,15,18-hexaoxaicosanoic acid; 20-Azido-3,6,9,12,15,18-hexaoxaicosan-1-oic acid; 3,6,9,12,15,18-Hexaoxaeicosan-1-oic acid, 20-azido-
InChI Key
GXXXKIVNLFPCAG-UHFFFAOYSA-N
InChI
InChI=1S/C14H27N3O8/c15-17-16-1-2-20-3-4-21-5-6-22-7-8-23-9-10-24-11-12-25-13-14(18)19/h1-13H2,(H,18,19)
SMILES
C(COCCOCCOCCOCCOCCOCC(=O)O)N=[N+]=[N-]

Azido-PEG6-acetic acid is a PEG-based bifunctional linker widely used in PROTAC construction to enable modular attachment between targeting ligands and E3 ligase recruiters. Its azide handle supports bioorthogonal conjugation strategies, while the carboxylic acid provides a convenient site for further derivatization and controlled linker presentation. These features facilitate efficient synthesis of degraders and support systematic structure–activity studies; detailed structural and reactivity considerations follow below.

Structure: The linker comprises a polyethylene glycol chain terminating in an azide group and a carboxylic acid, providing a flexible hydrophilic spacer. It contains ether linkages along the PEG backbone, an aliphatic acetic acid moiety, and a terminal organic azide suitable for selective functionalization.

Reactivity: The azide group enables copper-catalyzed azide–alkyne cycloaddition or related azide click chemistries under conditions compatible with many PROTAC building blocks. The carboxylic acid can be activated for amide or ester coupling using standard coupling reagents and bases in polar organic solvents. Reaction design should consider ligand stability, solvent compatibility, and minimizing side reactions during activation and conjugation.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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